Good responses thus far.
You already know the Esc/Denali will handle the trailer just fine. And you are ahead of most inthat you can slap a heavier rear suspension in it if you desire. (And that’s a cheap bang for the buck towing upgrade)
I’d lean towards that for power and value.
BUT if you’re thinking long term, chances of getting a new HD suv, ever, in the future, are slim. So if you can get a good low mileage one now and take care of it, you’ll have the better vehicle in the long run and have your cake and eat it too for however long that one lasts.
Btw, if you pick up the 2500 and it’s not enough juice, a Westers or black bear tune and set of headers will net you a little more than the Denali engine. Just headers is good for 20+Hp and around 60 with a real tune and premium gas. Not huge but noticeable.
2016 Ram 2500, MotorOps.ca EFIlive tuned, 5” turbo back, 6" lift on 37s
2017 Heartland Torque T29 - Sold.
Couple of Arctic Fox TCs - Sold